Sweater Dresses

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Trendy & Lightweight Sweater Dresses for Fall

Who says sweater dresses are just for winter? Windsor’s sweater dresses are designed to be effortlessly stylish for fall, featuring cozy-yet-breathable fabrics like ribbed knits, cotton blends, and lightweight textures perfect for layering. Whether you're heading out for a casual weekend or styling a chic office look, these mid-length and mini styles keep you looking polished while feeling comfortable.

For an everyday vibe, pair a sleeveless or off-the-shoulder sweater dress with ankle boots and a crossbody bag for an effortless finish. Brunch plans? A figure-hugging midi sweater dress with side slits or cutouts adds just the right touch of elevated flair. For the office, layer a ribbed knit dress with a tailored blazer from our women’s workwear collection for a polished yet comfortable ensemble.

From strappy mini styles to sleek midis and longline sweater dresses with open-back details, Windsor’s fall sweater dresses deliver versatile looks for every plan. Shop Windsor dresses online, in-app, or in over 350 Windsor stores across the U.S. and Canada to find your perfect fit.

How Do You Dress Up a Sweater Dress?

Elevate your sweater dress with stylish accessories and on-trend pairings. Add layered lariat necklaces and rhinestone duster earrings for instant glamour, or opt for heeled mules or block heels for a polished finish. Love a little sparkle? Glitter or rhinestone-embellished heels are perfect for date night. If your sweater dress is a solid shade like burgundy or ivory, faux suede or nubuck booties add a chic textural contrast. To define your waist, cinch it with a statement belt—metallic, rhinestone, or layered chain styles all add trendy flair. For an office-ready look, layer a boyfriend blazer over your dress and finish with gold hoop earrings and strappy heels.

How Can You Style a Sweater Dress?

Sweater dresses are a go-to for any occasion. Here are a few ways to wear them year-round:

  • Brunch or Workwear: A scoop-neck sweater dress with ankle booties creates a chic, effortless look.
  • Date Night: Style a fitted sweater dress with thigh-high boots and a statement belt for a sleek, sultry vibe.
  • Casual Cool: Pair a long-sleeve sweater dress with chunky boots and layering rings for a relaxed yet stylish outfit.
  • Layered Looks: Wear a cropped sweater over a knit midi dress for an on-trend, cozy outfit in cooler months.
  • Day to Night: A short-sleeve sweater dress can be dressed down with simple jewelry for the day or styled with a faux leather jacket and statement heels for a night out.

With endless ways to style them, sweater dresses are a must-have for effortless, on-trend dressing in any season.

  • Winter Chic Style Midi Sweater Dress

    You'll adore the winter chic style of this midi sweater dress! Featuring a mock neckline, long fitted sleeves, a midi-length hem, and a form-hugging silhouette, this sweater dress is a perfect choice for casual holiday parties. The cozy brushed ribbed knit fabric offers plenty of stretch for comfortable wear. Style with ankle booties.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Midi-length hem
    • Form-hugging fit
    • Brushed ribbed knit fabric, knit lining down the body
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5039

    Category Name: Sweater Dresses

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Perfection Ribbed Knit Mini Dress

    This ribbed knit mini dress will create perfect casual 'fits! It features a square neckline, long fitted bell sleeves with cute flared-out hems, and a mini-length, form-hugging silhouette. The lined knit fabric offers plenty of stretch for comfortable wear. Style with knee-high boots.

    Fit & Features

    • Square neckline
    • Long fitted bell sleeves, flared hems
    • Mini-length hem, form-hugging fit
    • Ribbed knit fabric, knit lining, plenty of stretch
    • Style runs small

    Style Number/Barcode: 05102-5217

    Category Name: Sweater Dresses

    Price: $5.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pearl-Fect Pick Sweater Maxi Dress

    Forever a perfect pick for your next chic soiree! This sweater maxi dress features long fitted sleeves, a plunge V-neckline, a center front faux pearl button-down along the bodycon silhouette, and a slit accent. The ribbed knit fabric offers a moderate stretch. Complete the look with pointed-toe booties.

    Fit & Features

    • Sweater ribbed knit fabric, moderate stretch
    • Long fitted sleeves
    • Plunge V-neckline
    • Center front faux pearl button-down
    • Bodycon fit
    • Front slit
    • Runs true to size

    Style Number/Barcode: 06005-1525

    Category Name: Sweater Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrap It Up Cable Knit Sweater Dress

    Wrap yourself up in style this season! Cue compliments whenever you're in this cable knit sweater midi dress featuring long balloon sleeves, a v-neckline, and a surplice bodice with a tie-front waist belt and a bodycon silhouette. Style with pointed-toe booties to complete the look!

    Fit & Features

    • Long balloon sleeves
    • V-neckline
    • Surplice bodice
    • Tie-front waist belt
    • Bodycon silhouette
    • Midi-length hem
    • Cable knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05102-4818

    Category Name: Sweater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seasonal Surprise Color Block Dress

    Mix it up this season! Step out in this trendy color block mini dress featuring fitted long sleeves, a scoop neck, and a bodycon silhouette on stretchy rib-knit fabric. Style with over-the-knee boots to complete the look!

    Fit & Features

    • Fitted long sleeves
    • Scoop neck
    • Bodycon silhouette
    • Mini-length hem
    • Color block pattern
    • Rib-knit fabric, double-lined, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4952

    Category Name: Sweater Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty In Fall Cable Knit Dress

    Stay flirty and cozy this fall in this cable knit midi dress! It features long sleeves, a mock neck, a bodycon silhouette, and a sultry open-back design. Perfect for styling with faux suede booties for your weekend plans!

    Fit & Features

    • Long sleeves
    • Mock neck
    • Bodycon silhouette
    • Open-back design
    • Midi-length hem
    • Soft cable knit sweater fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1614

    Category Name: Sweater Dresses

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • First Pick Henley Knit Maxi Dress

    Cute and stylish, this maxi dress will be your first pick for looking good always! It features fitted long sleeves, a v-neckline with button front closures, a bodycon silhouette, and is composed of stretchy rib-knit fabric. Style with booties to complete the look!

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Button-front closures
    • Bodycon silhouette
    • Maxi-length hem
    • Rib-knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5036

    Category Name: Sweater Dresses

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Warm Up Sweater Knit Dress

    Cozy up this season in style! This sweater mini dress is the best of both worlds featuring cozy dolman sleeves, a surplice v-neckline, belted tie-front waist, and a bodycon silhouette. The dress is composed of soft cable and rib-knit fabric that offers plenty of stretch. Style with knee-high boots to complete the look!

    Fit & Features

    • Dolman sleeves
    • Surplice v-neckline
    • Belted tie-front waist, belt loop accents
    • Bodycon silhouette, mini-length
    • Cable and rib-knit sweater fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1572

    Category Name: Sweater Dresses

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spice Season Button Knit Mini Dress

    This one’s fall date night certified. With a chic knit pattern and statement buttons, this halter mini dress serves just the right balance of polished cuteness, perfect for styling with flats or boots.

    Fit & Features

    • Soft, stretch knit patterned fabric
    • Halter square neckline
    • Statement button details
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000115

    Category Name: Sweater Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: MAUVE

    Available Size: XS, S, M, L

  • In The Knit Cable Sweater Dress

    A fashionista like you needs to set the trends! Step it up this season in this staple cable knit sweater dress featuring a ribbed mock neck and long sleeves, a bodycon silhouette, and a short-length hem. Style with knee-high boots and a jacket to complete the look!

    Fit & Features

    • Ribbed mock neck and long sleeves
    • Bodycon silhouette
    • Short-length hem
    • Cable knit design
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1564

    Category Name: Sweater Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Winter Chic Off-The-Shoulder Sweater Dress

    This adorable ribbed knit sweater dress will give you a chic look for the winter season! It features an off-the-shoulder neckline with a fold-over design, long fitted sleeves, a midi-length, curve-hugging silhouette, and a high front slit. The knit fabric offers a moderate stretch for comfortable wear. Style with knee-high boots.

    Fit & Features

    • Off-the-shoulder neckline, fold-over design
    • Long fitted sleeves
    • Midi-length hem, fitted bodycon silhouette
    • High front slit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1578

    Category Name: Sweater Dresses

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Chic Mock Neck Sweater Dress

    This classic chic sweater dress is perfect for styling up or down this winter season. It features an on-trend mock neckline, long fitted sleeves, a short, curve-hugging silhouette, and a front slit accent. The knit fabric offers plenty of stretch. Pair with knee-high boots and sleek hoops.

    Fit & Features

    • Ribbed mock neckline
    • Long fitted sleeves
    • Mini-length hem, front slit
    • Curve-hugging silhouette
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1616

    Category Name: Sweater Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Hole Package Sweater Mini Dress

    Babe, you'll be looking stunning from all angles in this sweater mini dress featuring a crew neck, long sleeves, front keyhole cutouts, button accents, and a bodycon silhouette on rib-knit fabric. Style with knee-high boots to complete the look.

    Fit & Features

    • Crew neck, long sleeves
    • Front keyhole cutouts
    • Button accents
    • Bodycon silhouette
    • Mini-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1542

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twist It Up Sweater Midi Dress

    Spice up your everyday look with this sweater midi dress that brings eye-catching detail! It features long sleeves, a v-neck, a twisted bust and cutout, a side slit, and a form-hugging silhouette. Complete the look in a crop denim jacket for lunch!

    Fit & Features

    • Long sleeves
    • V-neck
    • Twisted bust and cutout
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Sweater rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1517

    Category Name: Sweater Dresses

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • You're The One Tie-Front Midi Dress

    This rib knit midi dress will be the one you'll adore for casual outings and more! The dress features long sleeves, a surplice v-neckline, a faux wrap bust atop a flirty cutout bodice with a tie-front closure, and a bodycon silhouette. Style with faux suede booties for the perf autumn look!

    Fit & Features

    • Long sleeves
    • Surplice v-neckline
    • Faux wrap bust
    • Cutout bodice, tie-front closure
    • Bodycon, midi-length hem
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4843

    Category Name: Sweater Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step It Up Collared Mini Sweater Dress

    Step up your everyday fall 'fits with this trendy mini sweater dress. It features a johnny collar, a V-neckline with a partial button-down front, long fitted sleeves, and a short, form-hugging silhouette. The ribbed knit fabric offers a moderate stretch. Style with sleek hoop earrings and knee-high boots.

    Fit & Features

    • Johnny collar
    • V-neckline, partial button-down front
    • Long fitted sleeves
    • Mini-length hem
    • Fitted bodycon silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1534

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Perfection Mock Neck Sweater Dress

    Showcase chic perfection in this classic ribbed knit sweater dress. It features a mock neckline, long fitted sleeves with puff accents at the shoulders, and a short, curve-hugging silhouette. The knit fabric offers plenty of stretch. Style with knee-high boots.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Puff shoulders
    • Mini-length hem
    • Form-hugging silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1681

    Category Name: Sweater Dresses

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Style Cutout Sweater Dress

    Show off a fab trendy style in this long sleeve sweater dress! It features a scoop neckline, a bold cutout at the bust with a tie-front design, dual front cutouts at the waist, and a short, curve-hugging silhouette. The knit fabric offers a moderate stretch. Pair with knee-high boots for a cute everyday 'fit.

    Fit & Features

    • Long fitted sleeves
    • Scoop neckline
    • Bust cutout, tie-front design
    • Dual front cutouts at the waist
    • Mini-length hem, form-hugging fit
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1596

    Category Name: Sweater Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Tie-Front Mini Sweater Dress

    Wrap yourself in the cozy elegance of this long-sleeve mini sweater dress. The dress features a flattering wrap design with a side tie that cinches at the waist, enhancing your silhouette. Crafted from a soft ribbed knit fabric, it offers both warmth and style, making it perfect for chilly days. The plunging V-neckline adds a touch of allure, while the Dolman-shaped sleeves maintain a chic and sophisticated look. Ideal for any autumn or winter occasion, this sweater dress pairs beautifully with boots or heels for a stylish seasonal ensemble.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Wide V-neckline
    • Long sleeves
    • Backstrap accent
    • Wrap front and back
    • High waist seam with tie-front detail
    • Short, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1555

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chain Effect Midi Dress With Belt

    You'll make a chain reaction by stepping out in this rib knit tank midi dress featuring a sleeveless square neck, tank shoulder straps, a detachable chain belt with lobster clasp closure, and a form-hugging silhouette. Complete the look in a chic blazer for happy hour!

    Fit & Features

    • Sleeveless square neck
    • Tank shoulder straps
    • Detachable chain belt with lobster clasp closure
    • Form-hugging silhouette
    • Midi-length hem
    • Double-lined rib knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4882

    Category Name: Sweater Dresses

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Allure Strapless High Slit Midi Dress

    Show off casual allure in this curve-flaunting midi dress featuring a strapless sweetheart neckline, keyhole cutout below the bust, and high-cut side slit.

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Strapless sweetheart neckline, metal U-ring insert
    • Keyhole cutout below the bust
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000110

    Category Name: Sweater Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: OLIVE

    Available Size: XS, S, M, L

  • Fall For Surplice Sweater Dress

    This autumn, you'll fall for this surplice sweater dress that's cozy and stylish! The mini dress features long sleeves, a plunge v-neckline, a bodycon silhouette, and a side ruched seam leading to the asymmetrical wrap hem. Complete the look in tall boots and a coat for a perf fall vibe.

    Fit & Features

    • Long sleeves
    • Plunge v-neckline
    • Surplice bodice
    • Side ruched seam, bodycon fit
    • Asymmetrical wrap mini hem
    • Smooth knit nylon-blend fabric
    • Runs true to size

    Style Number/Barcode: 06005-1473

    Category Name: Sweater Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snap It Scoop Neck Sweater Dress

    Getting ready will be a snap with this rib-knit sweater dress featuring long fitted sleeves, a scoop neck, a bodycon silhouette, and an asymmetrical mini-length hem with a faux button trim. Complete your sassy look in a butterfly choker for a dinner date!

    Fit & Features

    • Long fitted sleeves
    • Scoop neck
    • Bodycon silhouette
    • Asymmetrical mini-length hem
    • Faux snap-button trim
    • Rib-knit sweater fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1607

    Category Name: Sweater Dresses

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Eyes For One Shoulder Sweater Dress

    Everyone will only have eyes for you in this one-shoulder sweater dress featuring a long sleeve, flirty choker neck, a side waist cutout, and a form-hugging midi hem with a slit. Pair with strappy stiletto heels to complete the look!

    Fit & Features

    • One-shoulder, long sleeve
    • Choker neck
    • Side waist cutout
    • Form-hugging silhouette
    • Slit midi-length hem
    • Soft sweater-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1495

    Category Name: Sweater Dresses

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance